CA1279320C - Thiazolidinediones hypoglycemiques - Google Patents

Thiazolidinediones hypoglycemiques

Info

Publication number
CA1279320C
CA1279320C CA000509336A CA509336A CA1279320C CA 1279320 C CA1279320 C CA 1279320C CA 000509336 A CA000509336 A CA 000509336A CA 509336 A CA509336 A CA 509336A CA 1279320 C CA1279320 C CA 1279320C
Authority
CA
Canada
Prior art keywords
benzyl
dione
thiazolidine
compound
methyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
CA000509336A
Other languages
English (en)
Inventor
James Frederick Eggler
Gerald Fagan Holland
Robert Alfred Volkmann
Michael Ross Johnson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pfizer Ltd Great Britain
Original Assignee
Pfizer Ltd Great Britain
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Pfizer Ltd Great Britain filed Critical Pfizer Ltd Great Britain
Application granted granted Critical
Publication of CA1279320C publication Critical patent/CA1279320C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Diabetes (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Endocrinology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Emergency Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Furan Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)
  • Pyrane Compounds (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Soil Working Implements (AREA)
  • Saccharide Compounds (AREA)
  • Detergent Compositions (AREA)
CA000509336A 1985-05-21 1986-05-16 Thiazolidinediones hypoglycemiques Expired - Lifetime CA1279320C (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
USPCT/US85/00962 1985-05-21
PCT/US1985/000962 WO1986007056A1 (fr) 1985-05-21 1985-05-21 Diones de thiazolidine hypoglycemique

Publications (1)

Publication Number Publication Date
CA1279320C true CA1279320C (fr) 1991-01-22

Family

ID=22188690

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000509336A Expired - Lifetime CA1279320C (fr) 1985-05-21 1986-05-16 Thiazolidinediones hypoglycemiques

Country Status (26)

Country Link
US (1) US4703052A (fr)
EP (1) EP0207605B1 (fr)
JP (1) JPS61271287A (fr)
KR (1) KR870000903B1 (fr)
CN (1) CN1007248B (fr)
AT (1) ATE50256T1 (fr)
AU (2) AU560179B2 (fr)
CA (1) CA1279320C (fr)
DD (1) DD261154A5 (fr)
DE (1) DE3668892D1 (fr)
DK (1) DK233586A (fr)
EG (1) EG18043A (fr)
ES (1) ES8707210A1 (fr)
FI (1) FI89268C (fr)
GR (1) GR861297B (fr)
HU (1) HU210339B (fr)
IE (1) IE58674B1 (fr)
IL (1) IL78831A (fr)
MY (1) MY108496A (fr)
NO (1) NO166448C (fr)
PH (2) PH22313A (fr)
PL (1) PL147479B1 (fr)
PT (1) PT82610B (fr)
WO (1) WO1986007056A1 (fr)
YU (1) YU44573B (fr)
ZA (1) ZA863762B (fr)

Families Citing this family (74)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI91869C (fi) * 1987-03-18 1994-08-25 Tanabe Seiyaku Co Menetelmä antidiabeettisena aineena käytettävien bensoksatsolijohdannaisten valmistamiseksi
JPS63230689A (ja) * 1987-03-18 1988-09-27 Tanabe Seiyaku Co Ltd ベンゾオキサジン誘導体
GB8713861D0 (en) * 1987-06-13 1987-07-15 Beecham Group Plc Compounds
US4897406A (en) * 1987-11-13 1990-01-30 Nisshin Flour Milling Co., Ltd. Rhodanine derivatives and pharmaceutical compositions
US4791125A (en) * 1987-12-02 1988-12-13 Pfizer Inc. Thiazolidinediones as hypoglycemic and anti-atherosclerosis agents
US4798835A (en) * 1987-12-02 1989-01-17 Pfizer Inc. dl-5-[(2-benzyl-3,4-dihydro-2H-benzopyran-6-yl)methyl]thiazolidine-2,4-dione as an anti-atherosclerosis agent
WO1989008650A1 (fr) * 1988-03-08 1989-09-21 Pfizer Inc. Agents hypoglycemiques de thiazolidinedione
WO1989008652A1 (fr) * 1988-03-08 1989-09-21 Pfizer Inc. Derives de thiazolidinedione comme agents hypoglycemiques
US5120754A (en) * 1988-03-08 1992-06-09 Pfizer Inc. Thiazolidinedione hypoglycemic agents
US5330998A (en) * 1988-03-08 1994-07-19 Pfizer Inc. Thiazolidinedione derivatives as hypoglycemic agents
US5130379A (en) * 1988-03-08 1992-07-14 Pfizer Inc. Hypoglycemic thiazolidinedione derivatives
US5223522A (en) * 1988-03-08 1993-06-29 Pfizer Inc. Thiazolidinedione hypoglycemic agents
MX15171A (es) * 1988-03-08 1993-05-01 Pfizer Derivados de tiazolidinodiona hipoglicemicos
US5053420A (en) * 1989-10-13 1991-10-01 Pershadsingh Harrihar A Thiazolidine derivatives for the treatment of hypertension
WO1991007107A1 (fr) * 1989-11-13 1991-05-30 Pfizer Inc. Agents d'oxazolidinedione hypoglycemiques
US5036079A (en) * 1989-12-07 1991-07-30 Pfizer Inc. Hypoglycemic thiazolidinedione derivatives
US5089637A (en) * 1990-03-21 1992-02-18 Pfizer Inc. Process and intermediates for 2r-benzyl-chroman-6-carbaldehyde
ATE205206T1 (de) * 1990-04-27 2001-09-15 Sankyo Co Benzylidenthiazolidinderivate, ihre herstellung und ihre anwendung als lipidperoxid-inhibitoren
US5037842A (en) * 1990-06-05 1991-08-06 Pfizer Inc. Oxa- and thiazolidinedione hypoglycemic and hypocholesterolemic agents
US5089514A (en) * 1990-06-14 1992-02-18 Pfizer Inc. 3-coxazolyl [phenyl, chromanyl or benzofuranyl]-2-hydroxypropionic acid derivatives and analogs as hypoglycemic agents
WO1992003425A1 (fr) * 1990-08-23 1992-03-05 Pfizer Inc. Derives d'hydroxy-uree hypoglycemique
US5158966A (en) * 1991-02-22 1992-10-27 The University Of Colorado Foundation, Inc. Method of treating type i diabetes
TW222626B (fr) 1991-07-22 1994-04-21 Pfizer
FR2680512B1 (fr) * 1991-08-20 1995-01-20 Adir Nouveaux derives de 2,4-thiazolidinedione, leur procede de preparation et les compositions pharmaceutiques qui les contiennent.
DE4142190A1 (de) * 1991-12-20 1993-06-24 Bayer Ag Verfahren zur herstellung von optisch aktiven (alpha)-hydroxycarbonsaeuren
FR2688220A1 (fr) * 1992-03-06 1993-09-10 Adir Nouveaux derives de thiazolidine-2,4-dione, leur procede de preparation et les compositions pharmaceutiques qui les contiennent.
US5498621A (en) * 1992-05-01 1996-03-12 Pfizer Inc. Oxazolidinedione hypoglycemic agents
NZ248573A (en) * 1992-09-10 1996-02-27 Lilly Co Eli 5-arylmethyl (and methylidene) thiazolidin-4-one derivatives; their preparation and pharmaceutical compositions
US5594016A (en) * 1992-12-28 1997-01-14 Mitsubishi Chemical Corporation Naphthalene derivatives
JP2845743B2 (ja) * 1992-12-28 1999-01-13 三菱化学株式会社 新規なナフタレン誘導体
JP3195455B2 (ja) * 1993-01-06 2001-08-06 ウェルファイド株式会社 キノリン−３−酢酸誘導体、その製造法と用途
DE4317320A1 (de) * 1993-05-25 1994-12-01 Boehringer Mannheim Gmbh Neue Thiazolidindione und diese enthaltende Arzneimittel
US6046222A (en) * 1993-09-15 2000-04-04 Warner-Lambert Company Use of thiazolidinedione derivatives in the treatment of polycystic ovary syndrome, gestational diabetes and disease states at risk for progressing to noninsulin-dependent diabetes mellitus
US5478852C1 (en) * 1993-09-15 2001-03-13 Sankyo Co Use of thiazolidinedione derivatives and related antihyperglycemic agents in the treatment of impaired glucose tolerance in order to prevent or delay the onset of noninsulin-dependent diabetes mellitus
US5401761A (en) * 1993-12-09 1995-03-28 Pfizer, Inc. Thiazolidinedione hypoglycemic agents
GB9326192D0 (en) * 1993-12-22 1994-02-23 Glaxo Group Ltd Chemical compounds
US6251928B1 (en) * 1994-03-16 2001-06-26 Eli Lilly And Company Treatment of alzheimer's disease employing inhibitors of cathepsin D
US5594015A (en) * 1994-06-22 1997-01-14 Regents Of The University Of California Thiazolidine derivatives for the treatment of psoriasis
US5641796A (en) * 1994-11-01 1997-06-24 Eli Lilly And Company Oral hypoglycemic agents
US5708012A (en) * 1995-04-28 1998-01-13 Sankyo Company, Limited Use of thiazolidinedione derivatives and related antihyperglycemic agents in the treatment of insulin resistant subjects with normal glucose tolerance in order to prevent or delay the onset of noninsulin-dependent mellitus
IL118778A (en) * 1995-07-03 1999-07-14 Sankyo Co Pharmaceutical compositions for the treatment of arteriosclerosis and xanthoma containing an hmg-coa reductase inhibitor
GB9604340D0 (en) * 1996-02-29 1996-05-01 Unilever Plc Antiperspirant aerosol composition and method of making same
IL120443A (en) * 1996-03-18 2000-07-16 Sankyo Co Use of an insulin sensitizer for the manufacture of a medicament for the treatment or prophylaxis of pancreatitis
KR20000005224A (ko) * 1996-04-04 2000-01-25 가와무라 요시부미 페닐알킬카르복실산 유도체_
CA2257284C (fr) * 1996-05-31 2005-10-04 Sankyo Company Limited Remede pour maladies auto-immunes
DE69731840T2 (de) * 1996-07-15 2005-08-04 Sankyo Co., Ltd. Pharmazeutische Zusammensetzungen enthaltend CS-866 und Insulinresistenz verbessernde Mittel und deren Verwendung zur Behandlung von Arteriosklerose und Xanthom
EP1006794B1 (fr) * 1997-03-12 2007-11-28 Robert W. Esmond Procede de traitement ou de prevention de la maladie d'alzheimer
DE19711616A1 (de) 1997-03-20 1998-09-24 Boehringer Mannheim Gmbh Verbessertes Verfahren zur Herstellung von Thiazolidindionen
WO1999018066A1 (fr) 1997-10-02 1999-04-15 Sankyo Company, Limited Derives d'acide amidocarboxylique
HUP9902721A2 (hu) * 1997-11-25 1999-12-28 The Procter & Gamble Co. Tömény textillágyító készítmény és ehhez alkalmazható magas telítetlenségű textillágyító vegyület
WO1999030739A1 (fr) * 1997-12-16 1999-06-24 Sankyo Company, Limited Remede contre la leucemie
US20040058873A1 (en) * 1998-03-12 2004-03-25 Esmond Robert W. Method for treating or preventing Alzheimer's disease
WO2000030628A2 (fr) * 1998-11-20 2000-06-02 Genentech, Inc. Methode d'inhibition de l'angiogenese
US6191154B1 (en) 1998-11-27 2001-02-20 Case Western Reserve University Compositions and methods for the treatment of Alzheimer's disease, central nervous system injury, and inflammatory diseases
US5968960A (en) * 1999-01-14 1999-10-19 The Regents Of The University Of California Use of thiazolidinediones to ameliorate the adverse consequences of myocardial ischemia on myocardial function and metabolism
JP2001072592A (ja) 1999-07-01 2001-03-21 Kyowa Hakko Kogyo Co Ltd テロメラーゼ阻害剤
WO2001007031A1 (fr) * 1999-07-26 2001-02-01 Shionogi & Co., Ltd. Derives de benzene, compositions immunostimulantes ou agents de retablissement de la pharmacosensibilite les contenant
CO5200844A1 (es) 1999-09-17 2002-09-27 Novartis Ag Una combinacion que comprende nateglinida y cuando por menos otro compuesto antidiabetico usada para el tratamiento de desordenes metabolicos, especialmente diabetes, o de una enfermedad o condicion asociada con dibetes
US6559188B1 (en) 1999-09-17 2003-05-06 Novartis Ag Method of treating metabolic disorders especially diabetes, or a disease or condition associated with diabetes
US6878749B2 (en) 1999-09-17 2005-04-12 Novartis Ag Method of treating metabolic disorders, especially diabetes, or a disease or condition associated with diabetes
EP1743655B1 (fr) 2000-01-21 2014-06-25 Novartis AG Combinaisons à base d'inhibiteurs de DPP-IV et d'antidiabetiques
US6680387B2 (en) * 2000-04-24 2004-01-20 Aryx Therapeutics Materials and methods for the treatment of diabetes, hyperlipidemia, hypercholesterolemia, and atherosclerosis
US6958355B2 (en) * 2000-04-24 2005-10-25 Aryx Therapeutics, Inc. Materials and methods for the treatment of diabetes, hyperlipidemia, hypercholesterolemia, and atherosclerosis
WO2002024689A1 (fr) * 2000-09-21 2002-03-28 Aryx Therapeutics Composes a base d'isoxazolidine pouvant etre utilises pour le traitement du diabete, de l'hyperlipidemie et de l'atherosclerose
KR100711757B1 (ko) * 2000-12-22 2007-04-25 재단법인 포항산업과학연구원 폐수처리용 활성화 슬래그 및 이를 이용한 폐수처리방법
US6452014B1 (en) 2000-12-22 2002-09-17 Geron Corporation Telomerase inhibitors and methods of their use
RU2186062C1 (ru) * 2001-04-09 2002-07-27 Федеральное государственное унитарное предприятие Новокузнецкий научно-исследовательский химико-фармацевтический институт Способ получения 2-бутирилбензофурана
US20060047000A1 (en) * 2001-04-24 2006-03-02 Aryx Therapeutics, Inc. Materials and methods for the treatment of diabetes, hyperlipidemia, hypercholesterolemia, and atherosclerosis
AU2003255529B2 (en) * 2002-07-10 2008-11-20 Laboratoires Serono Sa Use of compounds for increasing spermatozoa motility
JP4782564B2 (ja) * 2002-07-10 2011-09-28 メルク セローノ ソシエテ アノニム アゾリジノン−ビニル縮合−ベンゼン誘導体
WO2004110458A1 (fr) * 2003-05-16 2004-12-23 Board Of Regents, The University Of Texas System Enantiomeres de phenothiazine utiles comme agents de prevention de la perte osseuse
CL2008000684A1 (es) 2007-03-09 2008-08-01 Indigene Pharmaceuticals Inc Composicion farmaceutica que comprende metformina r-(+) lipoato y un inhibidor de reductasa hmg-coa; formulacion de dosis unitaria; y uso en el tratamiento de una complicacion diabetica.
EP2914250B1 (fr) 2012-11-05 2018-04-04 Commissariat à l'Énergie Atomique et aux Énergies Alternatives Association d'un agent anticancéreux tel qu'un inhibiteur de la tyrosine kinase et un antagoniste de stat5, de préférence un thiazolidinedione, pour éliminer les cellules souches des cancers hématologiques in vivo et pour prévenir des rechutes des cancers hématologiques
CN116535379B (zh) * 2023-06-29 2023-09-19 希格生科（深圳）有限公司 化合物及其医药用途

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5522636A (en) * 1978-08-04 1980-02-18 Takeda Chem Ind Ltd Thiazoliding derivative
JPS5697277A (en) * 1980-01-07 1981-08-05 Takeda Chem Ind Ltd Thiazolidine derivative
US4342771A (en) 1981-01-02 1982-08-03 Pfizer Inc. Hypoglycemic 5-substituted oxazolidine-2,4-diones
JPS58118577A (ja) * 1982-01-07 1983-07-14 Takeda Chem Ind Ltd チアゾリジン誘導体
EP0117035B1 (fr) 1983-01-17 1989-08-16 Pfizer Inc. 5-(2-Alcoxyphényl)thiazolidinediones comme inhibiteurs d'aldose-réductase
JPS6051189A (ja) * 1983-08-30 1985-03-22 Sankyo Co Ltd チアゾリジン誘導体およびその製造法
FI91869C (fi) * 1987-03-18 1994-08-25 Tanabe Seiyaku Co Menetelmä antidiabeettisena aineena käytettävien bensoksatsolijohdannaisten valmistamiseksi

Also Published As

Publication number Publication date
NO166448C (no) 1991-07-24
KR860009010A (ko) 1986-12-19
ZA863762B (en) 1988-05-25
HU210339B (en) 1995-03-28
JPH0586953B2 (fr) 1993-12-14
EP0207605A1 (fr) 1987-01-07
JPS61271287A (ja) 1986-12-01
NO870241D0 (no) 1987-01-20
NO166448B (no) 1991-04-15
DK233586D0 (da) 1986-05-20
CN86104075A (zh) 1987-03-11
FI870219L (fi) 1987-01-20
MY108496A (en) 1996-10-31
IE58674B1 (en) 1993-11-03
NO870241L (no) 1987-03-20
KR870000903B1 (ko) 1987-05-04
ATE50256T1 (de) 1990-02-15
WO1986007056A1 (fr) 1986-12-04
PH25226A (en) 1991-03-27
PT82610B (pt) 1988-11-30
EP0207605B1 (fr) 1990-02-07
GR861297B (en) 1986-09-16
DD261154A5 (de) 1988-10-19
EG18043A (en) 1992-11-30
FI89268C (fi) 1993-09-10
IL78831A (en) 1990-11-29
IL78831A0 (en) 1986-09-30
AU5758086A (en) 1987-01-08
DE3668892D1 (en) 1990-03-15
YU83786A (en) 1987-12-31
AU7507487A (en) 1987-10-15
ES555147A0 (es) 1987-07-16
HUT45247A (en) 1988-06-28
IE861336L (en) 1986-11-21
US4703052A (en) 1987-10-27
FI89268B (fi) 1993-05-31
PT82610A (en) 1986-06-01
PL147479B1 (en) 1989-06-30
AU560179B2 (en) 1987-04-02
DK233586A (da) 1986-11-22
CN1007248B (zh) 1990-03-21
PH22313A (en) 1988-07-29
AU583991B2 (en) 1989-05-11
ES8707210A1 (es) 1987-07-16
FI870219A0 (fi) 1987-01-20
YU44573B (en) 1990-10-31

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